2,2’-[4-(4-phenoxymethylphenyl)butylimino]diethanol (Oe 9000) is a highly potent local anesthetic related to fomocaine. It displays a long duration of the pharmacological action, low toxicity and is superior to fomocaine with regard to aqueous solubility and efficacy. In view of the development of new application forms, the elucidation of the biotransformation of the drug was required. Therefore, experiments with several biotransformation models including pig liver homogenates and precision cut liver slices from rats and a patient were conducted. Using specifically synthesized reference compounds eight phase I metabolites could be identified by LC(-MS). While in pig liver homogenates the oxidative N-deamination of the drug lead to the butyric acid derivative as main metabolite, in human and rat liver slices the N-oxidation of Oe 9000 was the predominant metabolizing reaction. Oe 9000, Oe 9000 metabolites and related compounds were examined in respect to their cytotoxicity as well as to their antioxidative and antimicrobial properties. In order to elucidate the mechanism of action of Oe 9000 we further characterized in patch clamp experiments on dorsal root ganglion cells of adult mice the strong inhibitory effect of the drug on tetrodotoxin resistant sodium currents.